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Merck
CN

357758

Methyl thiosalicylate

97%

Synonym(s):

Methyl 2-mercaptobenzoate

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About This Item

Linear Formula:
HSC6H4CO2CH3
CAS Number:
4892-02-8
Molecular Weight:
168.21
NACRES:
NA.22
PubChem Substance ID:
24861939
UNSPSC Code:
12352100
MDL number:
MFCD00060678
Assay:
97%
Form:
liquid

Key Documents

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InChI

1S/C8H8O2S/c1-10-8(9)6-4-2-3-5-7(6)11/h2-5,11H,1H3

SMILES string

COC(=O)c1ccccc1S

InChI key

BAQGCWNPCFABAY-UHFFFAOYSA-N

assay

97%

form

liquid

refractive index

n20/D 1.591 (lit.)

bp

98-100 °C/2 mmHg (lit.)

density

1.223 g/mL at 25 °C (lit.)

functional group

ester

Quality Level

100

Related Categories

General description

Methyl thiosalicylate may be benefecial in preventing mercury-induced toxicity.

Application

Methyl thiosalicylate may be used:
  • in the synthesis of thioxanthone, an efficient enantioselective organocatalyst for the intramolecular [2+2] photocycloaddition reaction
  • as anionic bidentate ligand, in the preparation of ′2+1′ type complexes of [(99m)Tc]-tricarbonyltechnetium(I) and [(188)Re]-tricarbonylrhenium(I)
  • in the synthesis of a series of benzisothiazolone derivatives
  • in the synthesis of a new fused benzoheterocyclic compound, [1]benzothieno[3,2-b]furan

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW7189
MKCV3934
MKCR0796
MKCS5084
MKCQ7644

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S Asadi et al.
International journal of immunopathology and pharmacology, 23(4), 1015-1020 (2011-01-20)
HgCl2 is a known environemental neurotoxin, but is also used as preservative in vaccines as thimerosal containing ethyl mercury covalently linked to thiosalicylate. We recently reported that mercury choloride (HgCl(2)) can stimulate human mast cells to release vascular endothelial growth
Rafael Alonso et al.
Angewandte Chemie (International ed. in English), 53(17), 4368-4371 (2014-03-22)
Thioxanthone 1, which was synthesized in a concise fashion from methyl thiosalicylate, exhibits a significant absorption in the visible light region. It allows for an efficient enantioselective catalysis of intramolecular [2+2] photocycloaddition reactions presumably by triplet energy transfer.
Arkaitz Correa et al.
Organic letters, 8(21), 4811-4813 (2006-10-06)
[reaction: see text] The synthesis of a series of benzisothiazolone derivatives starting from the readily available methyl thiosalicylate is presented. The key cyclization step features the formation of a N-acylnitrenium ion, generated by the hypervalent iodine reagent PIFA, and its
Synthesis of [1] Benzothieno [3, 2-b] furan-A New Fused Benzoheterocyclic System.
Svoboda J, et al.
Collection of Czechoslovak Chemical Communications, 58(12), 2983-2986 (1993)
Przemysław Koźmiński et al.
Nuclear medicine and biology, 42(1), 28-37 (2014-09-15)
Ghrelin is an endogenous hormone present in blood. It is released from the oxyntic cells (X/A-like cells) of the stomach and fundus and can exist in two forms: as an acylated and des-acylated ghrelin. Ghrelin is an endogenous ligand of

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